Beginning from the trailhead, the trail climbs very gradually along a dirt path. After 0.5 miles the trail reaches Rock Pond where there is a short trail that leads to the pond. The trail continues for another 0.2 miles before the trail splits with signs indicating the way towards the scenic overlooks and Midway Pond.
The trail towards the lookouts climbs at a moderate rate before reaching the two lookouts. Shortly after the first split there will be another intersection with a cut off to the Midway Pond Trail. Bear right to continue to the lookouts. At the second lookout, 0.5 mile from the first intersection, the trail terminates and you need to turn around to return.
Taking the cut off trail that connects the Midway Pond Trail provides the chance to visit Midway Pond for more views on the way back. Return along the Midway Pond Trail past the cutoff and back to the first intersection, where you follow the main trail past Rock Pond to the parking area and trailhead. All of the trails are well marked and have signs at intersections that designate the destination of different trails.
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There is one trailhead for the Rock Pond Trail. Parking is available adjacent to main Lodge, requiring you walk past the condos to access the trailhead.
To access the trailhead, turn on to Dallas Hill Road from ME Route 4, just south of downtown Rangeley. Continue for 2.5 miles before bearing right on to Saddleback Mountain Road. After 4.6 miles, the road enters the Saddleback ski area with the lodge on the left side of the road and three large parking lots to the right. Park in any of these and walk up the main road (first left) as it turns away from the lodge and winds up the mountain through condos. There are signs for the Rock Pond Trail. The trailhead is located at the end of the road at an emergency vehicle turnaround where there is also a large sign for the trail.
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